2,6-Di-tert-butyl-P-benzoquinone

Base Information

• Chemical Name: 2,6-Di-tert-butyl-P-benzoquinone
• CAS No.: 719-22-2
• Molecular Formula: C14H20 O2
• Molecular Weight: 220.312
• Hs Code.: 2914690090
• European Community (EC) Number: 211-946-0
• NSC Number: 14448
• UNII: 4C9D8L0Y0T
• DSSTox Substance ID: DTXSID7021493
• Nikkaji Number: J65.911H
• Wikidata: Q27161373
• Metabolomics Workbench ID: 42496
• ChEMBL ID: CHEMBL3185121
• Mol file: 719-22-2.mol

Synonyms:2,6-di-tert-butyl-4-benzoquinone;2,6-di-tert-butyl-p-benzoquinone;BHT-quinone

Chemical Property of 2,6-Di-tert-butyl-P-benzoquinone

Chemical Property:

• Appearance/Colour: orange powder
• Vapor Pressure: 0.00281mmHg at 25°C
• Melting Point: 65-67 ºC
• Boiling Point: 285.4 °C at 760 mmHg
• Flash Point: 106.2 °C
• PSA: 34.14000
• Density: 1.027 g/cm³
• LogP: 3.08320
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 220.146329876
• Heavy Atom Count: 16
• Complexity: 359

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Hazard Codes: Xi:Irritant
• Statements: R36/37/38:
• Safety Statements: S22:; S26:; S36/37/39:

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Aromatic Ketones
• Canonical SMILES: CC(C)(C)C1=CC(=O)C=C(C1=O)C(C)(C)C

Technology Process of 2,6-Di-tert-butyl-P-benzoquinone

There total 286 articles about 2,6-Di-tert-butyl-P-benzoquinone which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 80.0%

2,4,6-tri-tert-butylphenoxol (732-26-3) + acetonitrile (75-05-8,26809-02-9) → 2-methyl-5,7-di-tert-butyl-1,3-benzoxazole (64130-73-0) + N-tert-butylacetamide (762-84-5) + 2,4-di-tert-Butylphenol (96-76-4) + 2,6-Di-tert-butyl-1,4-benzoquinone (719-22-2) + isobutene (115-11-7,15220-85-6) + tert-butyl alcohol (75-65-0)

Guidance literature:

With thianthrene cation radical perchlorate; Product distribution; Mechanism; also other trisubstituted phenols and further reactants RCN;

DOI:10.1021/jo00035a031

Reference yield: 65.0%

2,6-di-tert-butylphenol (128-39-2) → 2,6-di-tert-butyl-4-hydroxyphenol (2444-28-2) + 2,6-Di-tert-butyl-1,4-benzoquinone (719-22-2)

Guidance literature:

With dihydrogen peroxide; Ti-superoxide; In water; acetic acid; at 50 - 60 ℃; for 3.25h; Product distribution / selectivity;

Reference yield: 26.0%

2.6-dimethylphenol (576-26-1,25134-01-4) → 3,3',5,5'-tetramethyldiphenoquinone (4906-22-3) + 2,6-Di-tert-butyl-1,4-benzoquinone (719-22-2) + 2,6-dimethyl-1,4-benzoquinone (527-61-7) + 3,5-dimethyl-3',5'-di-t-butyl-4,4'-diphenoquinone (126657-30-5)

Guidance literature:

With 2,6-di-tert-butylphenol; manganese triacetate; acetic anhydride; In acetic acid; at 100 ℃; for 0.166667h; Further byproducts given;

DOI:10.1246/bcsj.65.620

upstream raw materials:

2,6-di-tert-butyl-4-methyl-phenol

2,4,6-tri-tert-butylphenoxol

2,6-Di-t-butyl-4-methoxyphenol

3,5-di-t-butyl-4-hydroxybenzaldehyde

Downstream raw materials:

2,6-di-tert-butyl-4-hydroxyphenol

2,6-di-tert-butyl-1,4-benzoquinone monooxime

(+/-)-5r,6t-di-tert-butyl-2-hydroxy-cyclohex-2-ene-1,4-dione

2,6-Di-tert-butyl-4-phenylazo-phenol

Refernces

Magnetic and catalytic properties of a new copper(II)-Schiff base 2D coordination polymer formed by connected helical chains

10.1016/j.ica.2011.06.024

The research presents the synthesis, characterization, and study of a new 2D copper(II)-Schiff base coordination polymer with magnetic and catalytic properties. The complex was prepared using the Schiff base ligand NN0-bis(salicylidene)-1,3-diaminopentane (H2L) and sodium dicyanamide (dca), resulting in a 2D hexagonal structure formed by helical chains connected through double 1,5-dca bridges. The complex exhibited strong antiferromagnetic coupling and was tested for its ability to catalyze the oxidation of 3,5-di-tert-butylcatechol (3,5-DTBC) to 3,5-di-tert-butylquinone (3,5-DTBQ), showing catecholase-like activity. Various analyses were employed, including Fourier transform infrared spectroscopy (FTIR), UV–Vis spectroscopy, cyclic voltammetry, electrospray ionization mass spectrometry (ESI-MS), X-ray crystallography, and magnetic susceptibility measurements, to characterize the complex and monitor the catalytic oxidation reaction. The study also involved kinetic studies to determine the catalytic activity and compared the complex's performance to that of natural catechol oxidase.